3-(6"-aminohexyl)-thymidine | 849206-52-6

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: 3-(6"-aminohexyl)-thymidine
• 英文别名: Thymidine, 3-(6-aminohexyl)-；3-(6-aminohexyl)-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione
• CAS: 849206-52-6
• 化学式: C₁₆H₂₇N₃O₅
• 分子量: 341.407
• InChiKey: ICVCCBNZVNHOLM-BFHYXJOUSA-N

物化性质

• 沸点：
  547.3±60.0 °C(Predicted)
• 密度：
  1.268±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  116
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-(6"-aminohexyl)-thymidine 在 palladium on activated charcoal 氢气 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 [(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-diacetyloxy-15-[(2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl]oxy-1-hydroxy-9-[6-[3-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methyl-2,6-dioxopyrimidin-1-yl]hexylcarbamoyloxy]-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.03,10.04,7]heptadec-13-en-2-yl] benzoate
  参考文献：
  名称：

  Kinase-mediated trapping of bi-functional conjugates of paclitaxel or vinblastine with thymidine in cancer cells

  摘要：

  In the present work, we explore the possibility of introducing selectivity to existing chernotherapeutics via the design of non-pro-drug, bi-functional molecules comprising a microtubule-binding agent and a substrate for a disease-associated kinase. The design, synthesis, and in vitro biological evaluation of paclitaxel thymidine and vinblastine-thymidine bi-functional conjugates are reported here. This work provides the first account of 'kinase-mediated trapping' of cancer therapeutics. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.07.003
• 作为产物：
  描述：

  beta-胸苷 在 palladium on activated charcoal 氢气 、 potassium carbonate 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 生成 3-(6"-aminohexyl)-thymidine
  参考文献：
  名称：

  Kinase-mediated trapping of bi-functional conjugates of paclitaxel or vinblastine with thymidine in cancer cells

  摘要：

  In the present work, we explore the possibility of introducing selectivity to existing chernotherapeutics via the design of non-pro-drug, bi-functional molecules comprising a microtubule-binding agent and a substrate for a disease-associated kinase. The design, synthesis, and in vitro biological evaluation of paclitaxel thymidine and vinblastine-thymidine bi-functional conjugates are reported here. This work provides the first account of 'kinase-mediated trapping' of cancer therapeutics. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.07.003

文献信息

• Small molecule compositions and methods for increasing drug efficiency using compositions thereof
  申请人：Castellino John Angelo

  公开号：US20050148534A1

  公开（公告）日：2005-07-07

  In certain embodiments, provided herein are compositions and methods for increasing drug efficiency. The conjugates provided are in certain embodiments, for compositions and methods in treatment of variety of diseases and have the formula 1: D-L-S  (1) or formula 2: D-L-S′  (2) wherein D is a drug moiety; L, which may or may not be present, is a non-releasing linker moiety; S is a substrate for a kinase, other than a hexokinase, a protein kinase or a lipid kinase; and S′ is a substrate for a phosphotransferase, other than a hexokinase, a protein kinase or a lipid kinase.

  在某些实施例中，本文提供了增加药物效率的组合物和方法。所提供的共轭物在某些实施例中，用于治疗各种疾病的组合物和方法，其具有以下公式1：D-L-S（1）或公式2：D-L-S'（2），其中D是药物基团；L是非释放连接基团，可以存在也可以不存在；S是激酶底物，不包括己糖激酶、蛋白激酶或脂肪激酶；S'是磷酸转移酶底物，不包括己糖激酶、蛋白激酶或脂肪激酶。
• [EN] SMALL MOLECULE COMPOSITIONS AND METHODS FOR INCREASING DRUG EFFICIENCY USING COMPOSITIONS THEREOF<br/>[FR] COMPOSITIONS A PETITES MOLECULES ET PROCEDES DESTINES A AUGMENTER L'EFFICACITE D'UN MEDICAMENT AU MOYEN DE CES COMPOSITIONS
  申请人：DIHEDRON CORP

  公开号：WO2005030258A3

  公开（公告）日：2005-09-22
• SMALL MOLECULE COMPOSITIONS AND METHODS FOR INCREASING DRUG EFFICIENCY USING COMPOSITIONS THEREOF
  申请人：Acidophil LLC

  公开号：EP1689439A2

  公开（公告）日：2006-08-16
• Kinase-mediated trapping of bi-functional conjugates of paclitaxel or vinblastine with thymidine in cancer cells
  作者：Simon E. Aspland、Carlo Ballatore、Rosario Castillo、Joel Desharnais、Trisha Eustaquio、Philip Goelet、Zijian Guo、Qing Li、David Nelson、Chengzao Sun、Angelo J. Castellino、Michael J. Newman

  DOI：10.1016/j.bmcl.2006.07.003

  日期：2006.10

  In the present work, we explore the possibility of introducing selectivity to existing chernotherapeutics via the design of non-pro-drug, bi-functional molecules comprising a microtubule-binding agent and a substrate for a disease-associated kinase. The design, synthesis, and in vitro biological evaluation of paclitaxel thymidine and vinblastine-thymidine bi-functional conjugates are reported here. This work provides the first account of 'kinase-mediated trapping' of cancer therapeutics. (c) 2006 Elsevier Ltd. All rights reserved.